KR20010042816A - 에어로졸 제약 제형 - Google Patents
에어로졸 제약 제형 Download PDFInfo
- Publication number
- KR20010042816A KR20010042816A KR1020007011572A KR20007011572A KR20010042816A KR 20010042816 A KR20010042816 A KR 20010042816A KR 1020007011572 A KR1020007011572 A KR 1020007011572A KR 20007011572 A KR20007011572 A KR 20007011572A KR 20010042816 A KR20010042816 A KR 20010042816A
- Authority
- KR
- South Korea
- Prior art keywords
- pharmaceutical formulation
- suspension
- aerosol pharmaceutical
- surfactant
- particles
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 38
- 238000009472 formulation Methods 0.000 title claims abstract description 16
- 239000008249 pharmaceutical aerosol Substances 0.000 title claims 2
- 239000002245 particle Substances 0.000 claims abstract description 113
- 239000003814 drug Substances 0.000 claims abstract description 88
- 239000007921 spray Substances 0.000 claims abstract description 63
- 239000004094 surface-active agent Substances 0.000 claims abstract description 42
- 239000000443 aerosol Substances 0.000 claims abstract description 40
- 239000011248 coating agent Substances 0.000 claims abstract description 36
- 238000000576 coating method Methods 0.000 claims abstract description 36
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 35
- 229940124597 therapeutic agent Drugs 0.000 claims abstract description 33
- 238000000034 method Methods 0.000 claims abstract description 32
- 239000000546 pharmaceutical excipient Substances 0.000 claims abstract description 32
- 230000002685 pulmonary effect Effects 0.000 claims abstract description 9
- 239000000725 suspension Substances 0.000 claims description 67
- 229940079593 drug Drugs 0.000 claims description 55
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 claims description 49
- 235000010445 lecithin Nutrition 0.000 claims description 49
- 239000000787 lecithin Substances 0.000 claims description 49
- 229940067606 lecithin Drugs 0.000 claims description 49
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 claims description 39
- 239000008101 lactose Substances 0.000 claims description 37
- 229940038482 beclomethasone dipropionate monohydrate Drugs 0.000 claims description 35
- 239000003380 propellant Substances 0.000 claims description 26
- 238000001694 spray drying Methods 0.000 claims description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
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- 238000011049 filling Methods 0.000 claims description 16
- 239000012298 atmosphere Substances 0.000 claims description 15
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 11
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical group FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 claims description 10
- -1 polyoxyethylene Polymers 0.000 claims description 10
- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 claims description 6
- KUVIULQEHSCUHY-XYWKZLDCSA-N Beclometasone Chemical group C1CC2=CC(=O)C=C[C@]2(C)[C@]2(Cl)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)COC(=O)CC)(OC(=O)CC)[C@@]1(C)C[C@@H]2O KUVIULQEHSCUHY-XYWKZLDCSA-N 0.000 claims description 6
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 6
- HDTRYLNUVZCQOY-WSWWMNSNSA-N Trehalose Natural products O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-WSWWMNSNSA-N 0.000 claims description 6
- HDTRYLNUVZCQOY-LIZSDCNHSA-N alpha,alpha-trehalose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-LIZSDCNHSA-N 0.000 claims description 6
- 229950000210 beclometasone dipropionate Drugs 0.000 claims description 6
- GIIZNNXWQWCKIB-UHFFFAOYSA-N Serevent Chemical compound C1=C(O)C(CO)=CC(C(O)CNCCCCCCOCCCCC=2C=CC=CC=2)=C1 GIIZNNXWQWCKIB-UHFFFAOYSA-N 0.000 claims description 5
- 239000004480 active ingredient Substances 0.000 claims description 5
- 229960004017 salmeterol Drugs 0.000 claims description 5
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 claims description 4
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 claims description 4
- ARIWANIATODDMH-UHFFFAOYSA-N rac-1-monolauroylglycerol Chemical compound CCCCCCCCCCCC(=O)OCC(O)CO ARIWANIATODDMH-UHFFFAOYSA-N 0.000 claims description 4
- 239000012453 solvate Substances 0.000 claims description 4
- 238000005507 spraying Methods 0.000 claims description 4
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 claims description 3
- 229920000168 Microcrystalline cellulose Polymers 0.000 claims description 3
- 229960000289 fluticasone propionate Drugs 0.000 claims description 3
- WMWTYOKRWGGJOA-CENSZEJFSA-N fluticasone propionate Chemical compound C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@@H](C)[C@@](C(=O)SCF)(OC(=O)CC)[C@@]2(C)C[C@@H]1O WMWTYOKRWGGJOA-CENSZEJFSA-N 0.000 claims description 3
- 150000004676 glycans Chemical class 0.000 claims description 3
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- 239000005017 polysaccharide Substances 0.000 claims description 3
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 3
- 239000008158 vegetable oil Substances 0.000 claims description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 2
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 claims description 2
- 239000000263 2,3-dihydroxypropyl (Z)-octadec-9-enoate Substances 0.000 claims description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 2
- RZRNAYUHWVFMIP-GDCKJWNLSA-N 3-oleoyl-sn-glycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](O)CO RZRNAYUHWVFMIP-GDCKJWNLSA-N 0.000 claims description 2
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 claims description 2
- XZIIFPSPUDAGJM-UHFFFAOYSA-N 6-chloro-2-n,2-n-diethylpyrimidine-2,4-diamine Chemical compound CCN(CC)C1=NC(N)=CC(Cl)=N1 XZIIFPSPUDAGJM-UHFFFAOYSA-N 0.000 claims description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 2
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical group OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims description 2
- LVGKNOAMLMIIKO-UHFFFAOYSA-N Elaidinsaeure-aethylester Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC LVGKNOAMLMIIKO-UHFFFAOYSA-N 0.000 claims description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 2
- 229930195725 Mannitol Natural products 0.000 claims description 2
- 239000005642 Oleic acid Substances 0.000 claims description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 2
- 229920001213 Polysorbate 20 Polymers 0.000 claims description 2
- 239000004147 Sorbitan trioleate Substances 0.000 claims description 2
- PRXRUNOAOLTIEF-ADSICKODSA-N Sorbitan trioleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCC\C=C/CCCCCCCC PRXRUNOAOLTIEF-ADSICKODSA-N 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 2
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 claims description 2
- NDAUXUAQIAJITI-UHFFFAOYSA-N albuterol Chemical compound CC(C)(C)NCC(O)C1=CC=C(O)C(CO)=C1 NDAUXUAQIAJITI-UHFFFAOYSA-N 0.000 claims description 2
- 239000003945 anionic surfactant Substances 0.000 claims description 2
- 229960000686 benzalkonium chloride Drugs 0.000 claims description 2
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 claims description 2
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 claims description 2
- 239000003093 cationic surfactant Substances 0.000 claims description 2
- 229960000541 cetyl alcohol Drugs 0.000 claims description 2
- 229960001927 cetylpyridinium chloride Drugs 0.000 claims description 2
- 235000005687 corn oil Nutrition 0.000 claims description 2
- 239000002285 corn oil Substances 0.000 claims description 2
- 235000012343 cottonseed oil Nutrition 0.000 claims description 2
- 239000002385 cottonseed oil Substances 0.000 claims description 2
- 239000008121 dextrose Substances 0.000 claims description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 230000000694 effects Effects 0.000 claims description 2
- LVGKNOAMLMIIKO-QXMHVHEDSA-N ethyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC LVGKNOAMLMIIKO-QXMHVHEDSA-N 0.000 claims description 2
- 229940093471 ethyl oleate Drugs 0.000 claims description 2
- 239000012458 free base Substances 0.000 claims description 2
- 229940068939 glyceryl monolaurate Drugs 0.000 claims description 2
- 229940075507 glyceryl monostearate Drugs 0.000 claims description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 2
- 229940074928 isopropyl myristate Drugs 0.000 claims description 2
- 239000000594 mannitol Substances 0.000 claims description 2
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- 239000001788 mono and diglycerides of fatty acids Substances 0.000 claims description 2
- RZRNAYUHWVFMIP-UHFFFAOYSA-N monoelaidin Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-UHFFFAOYSA-N 0.000 claims description 2
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 claims description 2
- 239000002736 nonionic surfactant Substances 0.000 claims description 2
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- 235000019198 oils Nutrition 0.000 claims description 2
- 229960002969 oleic acid Drugs 0.000 claims description 2
- 235000021313 oleic acid Nutrition 0.000 claims description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 2
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 239000004006 olive oil Substances 0.000 claims description 2
- 235000008390 olive oil Nutrition 0.000 claims description 2
- GIPDEPRRXIBGNF-KTKRTIGZSA-N oxolan-2-ylmethyl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC1CCCO1 GIPDEPRRXIBGNF-KTKRTIGZSA-N 0.000 claims description 2
- 238000004806 packaging method and process Methods 0.000 claims description 2
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- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 claims description 2
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- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
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- 238000002360 preparation method Methods 0.000 claims 6
- 238000010298 pulverizing process Methods 0.000 claims 3
- HDIFHQMREAYYJW-FMIVXFBMSA-N 2,3-dihydroxypropyl (e)-12-hydroxyoctadec-9-enoate Chemical compound CCCCCCC(O)C\C=C\CCCCCCCC(=O)OCC(O)CO HDIFHQMREAYYJW-FMIVXFBMSA-N 0.000 claims 1
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- NFCRBQADEGXVDL-UHFFFAOYSA-M cetylpyridinium chloride monohydrate Chemical compound O.[Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 NFCRBQADEGXVDL-UHFFFAOYSA-M 0.000 claims 1
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- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/12—Aerosols; Foams
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/007—Pulmonary tract; Aromatherapy
- A61K9/0073—Sprays or powders for inhalation; Aerolised or nebulised preparations generated by other means than thermal energy
- A61K9/008—Sprays or powders for inhalation; Aerolised or nebulised preparations generated by other means than thermal energy comprising drug dissolved or suspended in liquid propellant for inhalation via a pressurized metered dose inhaler [MDI]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/007—Pulmonary tract; Aromatherapy
- A61K9/0073—Sprays or powders for inhalation; Aerolised or nebulised preparations generated by other means than thermal energy
- A61K9/0075—Sprays or powders for inhalation; Aerolised or nebulised preparations generated by other means than thermal energy for inhalation via a dry powder inhaler [DPI], e.g. comprising micronized drug mixed with lactose carrier particles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1617—Organic compounds, e.g. phospholipids, fats
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1617—Organic compounds, e.g. phospholipids, fats
- A61K9/1623—Sugars or sugar alcohols, e.g. lactose; Derivatives thereof; Homeopathic globules
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Pulmonology (AREA)
- Biophysics (AREA)
- Otolaryngology (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Dispersion Chemistry (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB9808152.4A GB9808152D0 (en) | 1998-04-18 | 1998-04-18 | Pharmaceutical aerosol formulation |
GB9808152.4 | 1998-04-18 | ||
GBGB9814709.3A GB9814709D0 (en) | 1998-07-08 | 1998-07-08 | Pharmaceutical aerosol formulation |
GB9814709.3 | 1998-07-08 | ||
PCT/EP1999/002535 WO1999053901A1 (en) | 1998-04-18 | 1999-04-15 | Pharmaceutical aerosol formulation |
Publications (1)
Publication Number | Publication Date |
---|---|
KR20010042816A true KR20010042816A (ko) | 2001-05-25 |
Family
ID=26313483
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1020007011572A KR20010042816A (ko) | 1998-04-18 | 1999-04-15 | 에어로졸 제약 제형 |
Country Status (30)
Country | Link |
---|---|
US (1) | US7521042B2 (is) |
EP (1) | EP1073417B1 (is) |
JP (1) | JP2002512183A (is) |
KR (1) | KR20010042816A (is) |
CN (1) | CN1145478C (is) |
AP (1) | AP2000001961A0 (is) |
AR (1) | AR018183A1 (is) |
AT (1) | ATE228823T1 (is) |
AU (1) | AU755066B2 (is) |
BR (1) | BR9909736A (is) |
CA (1) | CA2328882A1 (is) |
CO (1) | CO5021210A1 (is) |
DE (1) | DE69904312T2 (is) |
DK (1) | DK1073417T3 (is) |
EA (1) | EA200000956A1 (is) |
EE (1) | EE200000608A (is) |
ES (1) | ES2189410T3 (is) |
HR (1) | HRP20000689A2 (is) |
HU (1) | HUP0101608A2 (is) |
ID (1) | ID27887A (is) |
IL (1) | IL139087A0 (is) |
IS (1) | IS5665A (is) |
MA (1) | MA26621A1 (is) |
NO (1) | NO20005218L (is) |
NZ (1) | NZ507619A (is) |
PE (1) | PE20000433A1 (is) |
PL (1) | PL343491A1 (is) |
PT (1) | PT1073417E (is) |
TR (1) | TR200100144T2 (is) |
WO (1) | WO1999053901A1 (is) |
Families Citing this family (43)
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GB9616237D0 (en) | 1996-08-01 | 1996-09-11 | Norton Healthcare Ltd | Aerosol formulations |
US6390291B1 (en) * | 1998-12-18 | 2002-05-21 | Smithkline Beecham Corporation | Method and package for storing a pressurized container containing a drug |
US6119853A (en) * | 1998-12-18 | 2000-09-19 | Glaxo Wellcome Inc. | Method and package for storing a pressurized container containing a drug |
DE60001492T2 (de) * | 1999-04-14 | 2003-12-18 | Glaxo Group Ltd., Greenford | Pharmazeutische aerosolformulierung |
JP4380988B2 (ja) † | 2000-11-30 | 2009-12-09 | ヴェクトゥラ リミテッド | 医薬組成物に用いられる粒子の製造方法 |
PT1337240E (pt) | 2000-11-30 | 2011-11-02 | Vectura Ltd | Método de fabrico de partículas para utilização numa composição farmacêutica |
JP4680601B2 (ja) * | 2002-12-17 | 2011-05-11 | メディミューン・エルエルシー | 生物活性材料の高圧噴霧乾燥 |
ITMI20022674A1 (it) * | 2002-12-18 | 2004-06-19 | Chiesi Farma Spa | Procedimento per la preparazione di formulazioni sterili a base di principi attivi farmaceutici cristallini micronizzati da somministrare come sospensioni acquose per inalazione. |
US6962006B2 (en) * | 2002-12-19 | 2005-11-08 | Acusphere, Inc. | Methods and apparatus for making particles using spray dryer and in-line jet mill |
US20040121003A1 (en) * | 2002-12-19 | 2004-06-24 | Acusphere, Inc. | Methods for making pharmaceutical formulations comprising deagglomerated microparticles |
PE20040950A1 (es) | 2003-02-14 | 2005-01-01 | Theravance Inc | DERIVADOS DE BIFENILO COMO AGONISTAS DE LOS RECEPTORES ADRENERGICOS ß2 Y COMO ANTAGONISTAS DE LOS RECEPTORES MUSCARINICOS |
JP2006528985A (ja) * | 2003-05-19 | 2006-12-28 | バクスター・インターナショナル・インコーポレイテッド | 1つ以上の界面改変剤でコーティングされた、抗癲癇剤または免疫抑制剤を含有する固体粒子 |
TWI341836B (en) | 2004-03-11 | 2011-05-11 | Theravance Inc | Biphenyl compounds useful as muscarinic receptor antagonists |
EP1833822A2 (en) | 2004-08-16 | 2007-09-19 | Theravance, Inc. | Compounds having beta2 adrenergic receptor agonist and muscarinic receptor antagonist activity |
MX2007009656A (es) * | 2005-02-10 | 2007-11-07 | Glaxo Group Ltd | Proceso para elaborar lactosa utilizando tecnicas de clasificacion previa y formulaciones farmaceuticas formadas de la misma. |
CA2653384C (en) | 2006-06-30 | 2017-03-14 | Iceutica Pty Ltd | Methods for the preparation of biologically active compounds in nanoparticulate form |
US8425459B2 (en) * | 2006-11-20 | 2013-04-23 | Lutonix, Inc. | Medical device rapid drug releasing coatings comprising a therapeutic agent and a contrast agent |
US8998846B2 (en) | 2006-11-20 | 2015-04-07 | Lutonix, Inc. | Drug releasing coatings for balloon catheters |
US20080276935A1 (en) | 2006-11-20 | 2008-11-13 | Lixiao Wang | Treatment of asthma and chronic obstructive pulmonary disease with anti-proliferate and anti-inflammatory drugs |
US8414526B2 (en) | 2006-11-20 | 2013-04-09 | Lutonix, Inc. | Medical device rapid drug releasing coatings comprising oils, fatty acids, and/or lipids |
US8414525B2 (en) * | 2006-11-20 | 2013-04-09 | Lutonix, Inc. | Drug releasing coatings for medical devices |
US8414909B2 (en) | 2006-11-20 | 2013-04-09 | Lutonix, Inc. | Drug releasing coatings for medical devices |
US9700704B2 (en) | 2006-11-20 | 2017-07-11 | Lutonix, Inc. | Drug releasing coatings for balloon catheters |
US9737640B2 (en) | 2006-11-20 | 2017-08-22 | Lutonix, Inc. | Drug releasing coatings for medical devices |
US8414910B2 (en) | 2006-11-20 | 2013-04-09 | Lutonix, Inc. | Drug releasing coatings for medical devices |
WO2010024898A2 (en) | 2008-08-29 | 2010-03-04 | Lutonix, Inc. | Methods and apparatuses for coating balloon catheters |
CN104523661A (zh) | 2009-02-06 | 2015-04-22 | 南加利福尼亚大学 | 含有单萜的治疗组合物 |
JP5809985B2 (ja) | 2009-02-26 | 2015-11-11 | グラクソ グループ リミテッドGlaxo Group Limited | 4−{(1r)−2−[(6−{2−[(2,6−ジクロロベンジル)オキシ]エトキシ}ヘキシル)アミノ]−1−ヒドロキシエチル}−2−(ヒドロキシメチル)フェノールを含む医薬製剤 |
US8541451B2 (en) | 2009-07-15 | 2013-09-24 | Theravance, Inc. | Crystalline freebase forms of a biphenyl compound |
GB0921075D0 (en) | 2009-12-01 | 2010-01-13 | Glaxo Group Ltd | Novel combination of the therapeutic agents |
US8507734B2 (en) | 2010-03-03 | 2013-08-13 | Neonc Technologies Inc. | Pharmaceutical compositions comprising monoterpenes |
US10888520B2 (en) | 2010-06-08 | 2021-01-12 | Kobe Gakuin Educational Foundation | Coated particle and method for producing coated particle |
US20160038600A1 (en) | 2012-08-03 | 2016-02-11 | Neonc Technologies Inc. | Pharmaceutical compositions comprising poh derivatives |
EP2883543B1 (en) | 2010-08-27 | 2016-11-16 | Neonc Technologies Inc. | Pharmaceutical compositions comprising perillyl alcohol carbamates |
CN105616391B (zh) | 2010-12-17 | 2021-03-19 | 尼昂克技术公司 | 使用异紫苏醇的方法和装置 |
CN102366405A (zh) * | 2011-10-21 | 2012-03-07 | 江阴长风医药科技有限公司 | 以氢氟烷烃为抛射剂的氟替卡松丙酸酯气雾剂制剂 |
JP6231022B2 (ja) * | 2012-02-28 | 2017-11-15 | アイシューティカ ホールディングス インク.Iceutica Holdings Inc. | 吸入可能な医薬組成物 |
CN105142638B (zh) | 2013-03-15 | 2020-08-28 | 维罗纳制药公司 | 药物组合 |
ES2682105T3 (es) | 2014-05-12 | 2018-09-18 | Verona Pharma Plc | Nuevo tratamiento |
KR20170131405A (ko) | 2015-02-12 | 2017-11-29 | 네온씨 테크놀로지스, 아이엔씨. | 페릴릴 알코올 유도체를 포함하는 의약 조성물 |
CN106546751A (zh) * | 2016-11-16 | 2017-03-29 | 广州华弘生物科技有限公司 | 用于检测oct4蛋白的酶联免疫试剂盒 |
EP3547836B1 (en) | 2016-11-30 | 2024-08-21 | University of Southern California | A perillyl alcohol-3 bromopyruvate conjugate and methods of treating cancer |
EP4389765A3 (en) | 2018-02-08 | 2024-08-21 | University of Southern California | Methods of permeabilizing the blood brain barrier |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5141674A (en) * | 1984-03-08 | 1992-08-25 | Phares Pharmaceutical Research N.V. | Methods of preparing pro-liposome dispersions and aerosols |
ES2053549T3 (es) * | 1986-08-11 | 1994-08-01 | Innovata Biomed Ltd | Un proceso para la preparacion de una formulacion farmaceutica apropiada para inhalacion. |
GB9024365D0 (en) * | 1990-11-09 | 1991-01-02 | Glaxo Group Ltd | Medicaments |
EP0655237A1 (de) * | 1993-11-27 | 1995-05-31 | Hoechst Aktiengesellschaft | Medizinische Aerosolformulierung |
GB9426252D0 (en) * | 1994-12-24 | 1995-02-22 | Glaxo Group Ltd | Pharmaceutical composition |
DE69625813T2 (de) * | 1995-06-12 | 2003-09-04 | Ono Pharmaceutical Co. Ltd., Osaka | Pranlukast enthaltende granula, verfahren zur herstellung der granula und verfahren zur verminderung des zusammenbackens von pranlukast |
GB9606677D0 (en) * | 1996-03-29 | 1996-06-05 | Glaxo Wellcome Inc | Process and device |
JP2001507701A (ja) * | 1996-12-31 | 2001-06-12 | インヘイル・セラピューティック・システムズ・インコーポレーテッド | 親水性賦形剤を有する疎水性薬剤の溶液を噴霧乾燥するための方法及びその方法によって作製された組成物 |
-
1999
- 1999-04-15 EA EA200000956A patent/EA200000956A1/ru unknown
- 1999-04-15 IL IL13908799A patent/IL139087A0/xx unknown
- 1999-04-15 CN CNB998072818A patent/CN1145478C/zh not_active Expired - Fee Related
- 1999-04-15 CA CA002328882A patent/CA2328882A1/en not_active Abandoned
- 1999-04-15 ID IDW20002392A patent/ID27887A/id unknown
- 1999-04-15 DK DK99916921T patent/DK1073417T3/da active
- 1999-04-15 ES ES99916921T patent/ES2189410T3/es not_active Expired - Lifetime
- 1999-04-15 AP APAP/P/2000/001961A patent/AP2000001961A0/en unknown
- 1999-04-15 EE EEP200000608A patent/EE200000608A/xx unknown
- 1999-04-15 AU AU35231/99A patent/AU755066B2/en not_active Ceased
- 1999-04-15 AR ARP990101747A patent/AR018183A1/es unknown
- 1999-04-15 BR BR9909736-2A patent/BR9909736A/pt not_active Application Discontinuation
- 1999-04-15 AT AT99916921T patent/ATE228823T1/de not_active IP Right Cessation
- 1999-04-15 CO CO99022532A patent/CO5021210A1/es unknown
- 1999-04-15 WO PCT/EP1999/002535 patent/WO1999053901A1/en not_active Application Discontinuation
- 1999-04-15 JP JP2000544308A patent/JP2002512183A/ja not_active Ceased
- 1999-04-15 EP EP99916921A patent/EP1073417B1/en not_active Expired - Lifetime
- 1999-04-15 NZ NZ507619A patent/NZ507619A/en unknown
- 1999-04-15 DE DE69904312T patent/DE69904312T2/de not_active Expired - Fee Related
- 1999-04-15 PT PT99916921T patent/PT1073417E/pt unknown
- 1999-04-15 MA MA25536A patent/MA26621A1/fr unknown
- 1999-04-15 KR KR1020007011572A patent/KR20010042816A/ko not_active Application Discontinuation
- 1999-04-15 TR TR2001/00144T patent/TR200100144T2/xx unknown
- 1999-04-15 PL PL99343491A patent/PL343491A1/xx unknown
- 1999-04-15 HU HU0101608A patent/HUP0101608A2/hu unknown
- 1999-04-16 PE PE1999000318A patent/PE20000433A1/es not_active Application Discontinuation
-
2000
- 2000-10-13 IS IS5665A patent/IS5665A/is unknown
- 2000-10-17 NO NO20005218A patent/NO20005218L/no not_active Application Discontinuation
- 2000-10-18 HR HR20000689A patent/HRP20000689A2/hr not_active Application Discontinuation
-
2003
- 2003-02-11 US US10/364,257 patent/US7521042B2/en not_active Expired - Fee Related
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